A Bride for Halloween

by Michelle, Miss

  "Mikey, can you come here for a minute?"

  It was the unmistakable voice of my twin sister Michelle.

  "Yeah, Michelle?"

  "I'm having trouble figuring out which of these dresses I like the best. Can you help me?"

  "Sure sis, no problem."

  "OK, I'm going to have you try the teal one and I'll try the pink one."

  "What's that?"

  "I want to see them both in the mirror at the same time - so I need someone else to wear one of them."

  "Wouldn't Jenny be a better choice?"

  "You mean, aside from the fact that she's 5 inches shorter than me?"

  "Shelly, this was not what I agreed to."

  "You said you'd help me - and this is helping me. This is for a very important dance."

  I had to admit that she had a point. I knew that she would make my life miserable if I didn't give in. Although we're both very stubborn, Shelly is a real mule.

  "OK, OK. But you owe me big time. Give me the dress."

  "Wait a second - we have to get you prepared first."

  "What?"

  "Our faces need to look the same - I'll do your hair and makeup. It won't take long and it won't hurt a bit. I'll buy you dinner later."

  "Shelly ... is this really necessary?"

  "Well, if I look in the mirror and I see one hot babe in a pink dress and one boy in a teal dress, which dress do you think I'm going to choose?"

  "Dinner had better be really good."

  Shelly sat me down in a chair and went to work with a curling iron. We wore our hair about the same length, but I wore mine straight and she curled hers. Before long, she was done with the curling, and I had bouncy, beautiful hair.

  Next, she pulled out her makeup. She told me that she was going to go easy on me - just lipstick. She used a shade of lipstick that she assured me was called Ravishing Red. I puckered up for her and she applied what seemed to be a very generous amount of the lipstick.

  "OK, now you can strip."

  "Right here?"

  "Like I haven't seen it before?"

  When I finished stripping, she handed me some white panties. I put them on and was surprised at how soft they felt. Then she helped me put on a pair of black pantyhose and a lacy white bra. After I had put on the bra, she pulled our some of her white socks and worked at giving me some realistic "boobs".

  Then Shelly helped me out with the dress. Once she had zipped me up, I felt trapped. There was no way I could possibly get out of this outfit without her help.

  Shelly stripped down to her white panties and put on black pantyhose and a white bra that matched mine. Since she had helped me squeeze into the teal dress, I helped her with the pink one.

  "Here - put these on."

  "Heels? Shelly, I don't thing this is really necessary."

  "The height has to be realistic, Mikey. Just trust me."

  I stepped into the green high heeled shoes. I stumbled around a bit trying to get my balance."

  "OK, Mikey, let's check out the results."

  I leaned heavily on Shelly as I tried to walk over to the mirror. After what seemed like an eternity of different poses, she had reached a decision.

  "I'm going with the teal. You just look like such a babe in it, Mikey."

  "Uh, thanks a lot, Shelly."

  "No, I mean that as a compliment. You shouldn't be afraid to be in touch with your feminine side."

  At that moment, I heard the key turn in the door.

  I froze right where I was. Michelle had assured me that Jenny wouldn’t be back for hours. I looked quickly for a closet to drive into, but found none. The door opened, and Michelle’s roommate walked in.

  "Hey Michelle. What the hell?"

  Jenny moved behind Michelle and cupped her hands around Michelle’s breasts.

  "Boobies"

  Jenny cupped her hands around my chest.

  "No boobies. Feels like socks."

  Then Jenny unzipped my dress and moved her hands down below my waist.

  "Dickie. Happy dickie. Is that you, Mikey?"

  I nodded slowly.

  "I bet there’s a real good story here."

  Michelle explained that I was working as her dress dummy.

  "Yeah, you do look really sexy in that teal dress. I can see why Shelly chose it. If you’re done helping her, do you mind working with me for a bit?"

  Jenny is an amazingly attractive brunette, so I jumped at the chance to help her out. Yes, I realized that being helpful was what got me into this position in the first place.

  I followed Jenny into her bedroom wearing nothing but my panties and bra.

  "Let’s talk first. Then you can help me out."

  Jenny jumped up onto her bed and motioned me up.

  "Mikey, that is so cool that you helped Shelly out. Most guys would never go through something like that for their sister. That’s a big time turn on for me."

  Whoa. That came out of left field. Here I was in a bra and panties, and one of the hottest women I’d ever been around was telling me that I was turning her on.

  Before I could respond, Jenny had straddled me and was kissing me passionately. Never one to look a gift horse in the mouth, I returned her kiss with the most passion I could muster. We quickly made her clothing a thing of the past, and we were in the middle of a make out session.

  Jenny was kissing and massaging many areas of my body, and I returned her embraces, my tongue racing in and out of her mouth and my mouth and hands exploring her beautiful breasts.

  We eventually tired and lay holding each other on her bed, grasping for our breath. When we had almost all of our breath back, Jenny broached the subject of the favor she wanted me to do.

  "I need your help for a Halloween party, Mikey. You like Halloween, don’t you?"

  I agreed, that I did indeed like Halloween.

  Jenny explained that she and her boyfriend has planned to go to a big Halloween party as a bride and groom. Unfortunately, Jenny caught her boyfriend cheating, and had dumped him.

  "I still want to go to the party, Mikey - it’s always a lot of fun. But I need a partner."

  "Sure, I’ll go to a Halloween party as your groom. That would be a lot of fun."

  "Yes, it would be. But I want you to go as my bride."

  "Why?"

  "Well, it’s a Halloween party, so the wilder the costumes, the better. You’re already 5 inches taller than me, and with the heels, the difference will be closer to 8 inches. To have a bride be that much taller than the groom would be really wild."

  "OK, even if I wanted to, there’s no way that your dress is going to fit me - as you said, I’m 5 inches taller than you."

  "That’s the kicker. I got a great deal on the dress, knowing that I would have to shorten it quite a bit. It should look wonderful on you."

  "What’s in it for me, Jenny?"

  "Well, for starters, I’ll take you out to eat at that steakhouse you love. And I’ll let you have plenty of dessert."

  She winked at the dessert comment and my heart skipped a beat. Jenny was practically throwing herself at me, and all I had to do was dress as a woman for Halloween. Since it was Halloween, it would be almost normal. What did I have to lose?

  "OK, Jenny. I guess I’ll do it."

  She knocked me flat onto her bed and gave me a wildly passionate kiss. I was head over heels for this woman and completely at her mercy.

  Jenny said that she didn’t want to pressure me into anything, so she told me to go home and think about our deal. If I still was willing to
be her bride at the Halloween party, I should return the next day around two. She sent me home wearing a pair of her pink satin panties.

  I showed up a little before two. Jenny was waiting for me and we went back into her bedroom. Jenny informed me that this would be a full dress and makeup rehearsal, but that she wouldn’t make me shave my legs and armpits and she wouldn’t bother with nail polish today. I guess I took some small comfort in that news.

  "OK, Mikey, let’s get started. Out of your clothes."

  I stripped out of my jeans and stood in front of her in my Fruit of the Loom briefs.

  "Those too, Mikey. We need to let you in on Victoria’s little secret. I thought I lent you a pair yesterday."

  I blushed a very bright red. In actuality, I had honestly forgotten to bring the panties back. I had tossed them into the clothes hamper with the rest of yesterday’s clothes when I took my shower.

  "That’s OK. There’s more where those came from."

  With that, Jenny reached under her skirt. She pulled off a pair of white panties and handed them to me. This really made me hot.

  "Here, let’s trade. The bride should really be wearing something soft and pretty, and the groom should be wearing the Fruit of the Looms."

  Jenny pulled out a lacy white bra and helped me into it.

  "We’ll do with socks again this time, but I’ll get something more realistic for show time."

  Jenny placed rolled up socks in the bra cups much as Michelle had done yesterday.

  "OK, we have to get you ready for the dress first. That means makeup and a hairdo. I want you to get used to being in a dress, but we don’t want to mess up the gown with any accidents, so we’ll start with something a little less formal. Is that OK with you?"

  "That’s fine. You’re running the show."

  "That’s what I like to hear, Mikey. Let’s try this on for size."

  Jenny handed me a sexy red dress. She helped me step into the dress and then zipped me up.

  "OK, step into these for me."

  Jenny held a pair of pantyhose and helped me into them.

  "I’ll take it easy on you today and we’ll start with the 1 inch heels, if that’s OK. I thought that going to the 3 inch heels right away might be a little too much."

  "I’ll have enough trouble with the smaller heels."

  "Oh, you’ll do fine, honey. You seemed to be doing OK yesterday."

  I slipped the heels on and followed Jenny over to a chair near her vanity. I sat down and she began to work on my hair. Before long, my long, straight hair become a head fully of bouncy curls.

  "OK, your hair is looking good, let’s move on to the makeup."

  Jenny started by applying foundation. Then she worked on my eyes, applying eye shadow and mascara. Then she pulled out a tube of lipstick.

  "Hmm, Ravishing Red. I hear that this is one of your favorite shades."

  "Hey, stop teasing me."

  "I’m just playing with you, Mikey. Purse your lips like this."

  I followed her directions and made a kissy face. Jenny applied a generous amount of lipstick to them.

  "OK, hang on for just a second. This is the moment of truth."

  Jenny went back into her closet and came out with a beautiful white wedding gown.

  Jenny helped me out of the red dress. She lifted the gown over my head and helped me get my arms into the sleeves. Then she zipped up the back of the dress and buttoned a seemingly endless array of buttons down the back of the dress.

  Like yesterday, I had the sensation of being trapped in the dress. Yesterday I had merely been zipped into Shelly’s dress; today I was zipped and buttoned into Jenny’s gown.

  "There. How does that feel?"

  "Pretty weird, actually."

  "No, honey, I mean, is it comfortable."

  "I guess so. It’s not like I have a lot of experience to compare against."

  "Oh, I don’t know. You make a pretty convincing bride. I bet if I dropped you off at a church right now, we’d have a long line of guys wanting to be your groom."

  I blushed violently and hoped that Jenny couldn’t see me blushing through the makeup.

  "Oh, yeah. I’m sure."

  "I’m serious. We can test out my theory if you want. My car’s right outside."

  I panicked inside. I knew that Jenny wasn’t serious, but the thought of being paraded down the aisle and become a real life bride provoked a lot of feelings inside of me - on the one hand, an extreme fear; but on the other hand, a pretty pleasurable feeling of excitement. My sexually preferences are very clearly toward women, and this feeling didn’t change that. It wasn’t that I felt attracted to men; but rather the bridal experience that thrilled me.

  Jenny must have noticed some discomfort. She came over to me, and gave me a kiss on the lips.

  "I’m just kidding, honey. I like this dress way too much to let you run off with and an get married. I need you to be my bride, not the bride of some nasty man."

  I grinned a small grin and Jenny kissed me again.

  "OK, come over to the mirror. I’ll help you."

  I moved slowly over toward the mirror. It was hard to walk in the heels, and the gown’s train was making things even more difficult.

  "This train really make it hard to move around without tripping on something."

  "Just be glad it’s as short as it is. I went with the chapel length train - the cathedral length is much longer."

  "Wow. How do those brides manage to walk?"

  "Lots of practice. Just like we’re going to do for you."

  I looked in the mirror, and I was pretty shocked with what I saw. Jenny had done an amazing job on my hair and makeup, and the dress looked beautiful on me. There was no way that anyone would be able to tell that I was actually a guy. I was convinced that Jenny was right - if she dropped me off at a church at that instant, I would have been married off.

  "OK, you look pretty good right now. The gown is pretty flat, but we’ll get a crinoline to puff up the skirt. The 3 inch heels will boost your height up. I still need to get a veil and some costume jewelry for you. We’ll have to do something more realistic for your breasts, paint your nails a nice shade, and shave off that leg and armpit hair. Luckily, you don’t have any facial hair, so that will help."

  "Wow, you really don’t do anything halfway, do you?"

  "Hey, there’s a $250 prize for the best costumes. Not only that, but I take a lot of pride in my work."

  "I always thought that women with good work ethics were really sexy."

  "Flattery will get you everywhere. We both have a lot of work in front of us. We only have a month to turn you into a bride that not only looks like a bride, but walks like a bride and talks like a bride. I should be getting most of the accessories in the next week or so. We have a lot to work on, but we’ll do a little bit at a time. I hope you have your weekends free."

  "Well, I guess."

  "Like I said, I’ll make it worth your while. Lots of free dessert. Nothing is too good for my fiancee."

  My heart got a little jittery with that word. I really hoped that Jenny I would would have a relationship after we were done with the Halloween party. I was really falling for her, and I hoped the feeling was mutual. I was pretty sure that it was, because Jenny wasn’t the type of girl to lead a guy on.

  "OK, let’s get you out of that dress and get something to eat."

  With Jenny’s assistance, I was eventually able to free myself from my wedding gown. I kick off my heels and picked up my jeans and t-shirt. After being confined inside my wedding gown by the zippers and buttons, it would be nice to slip into something a little more comfortable.

  "Where do you think you’re going with those clothes?"

  "Um, to change?"

  "Change back into this." Jenny handed me the red dress I had worn earlier.


  "You want me to go out in public wearing a dress?"

  "A month from now you’ll be a blushing bride in front of hundreds of spectators. You really could use some practice"

  "But what if someone sees me?"

  "Don’t worry, honey, we’ll get out of town a bit. Besides, nobody would ever suspect a thing. Just trust me."